| 18931801 |
Gupta P, Kumari N, Agarwal A, Vankar YD: HClO4 x SiO2 catalysed synthesis of alkyl 3-deoxy-hex-2-enopyranosides from 2-hydroxy glucal ester: application in the synthesis of a cis-fused bicyclic ether and a 4-amino-C-glucoside. Org Biomol Chem. 2008 Nov 7;6(21):3948-56. Epub 2008 Sep 5.
A variety of alcohols react with 2,3,4,6-tetra-O-acetyl-1,5-anhydro-D-arabino-hex-1-enopyranose 1 in the presence of a catalytic amount of HClO (4) supported on silica gel to give the corresponding alkyl 3-deoxy-hex-2-enopyranosides 2 in high yield, with short reaction times (10-45 mins) and good alpha-selectivity. |
31(0,1,1,1) |
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